Uses
1. Fabricated a 2D COF which when deposited onto a Gold electrode increases the hydrogen evolution reaction(HER) activity by up to three times compared with bare Gold. 2. Used as an aromatic linker to synthesise a twisted Perylenediimide (PDI) base multimer that has potential applications in organic photovoltaics.
Synthesis
Synthesis of Compound 1: To N2 purged anhydrous DMF (10 mL) under nitrogen atmosphere, 1,3,5-tribromobenzene (1.00 g, 3.17 mmol) and bis(pinacolato)diboron (2.54 g, 9.53 mmol) were transferred to a dry, three-necked, round-bottomed flask via cannula. Subsequently, potassium acetate (1.87 g, 19.0 mmol) and Pd(dppf)Cl2 (0.087 g, 0.12 mmol) were rapidly added to the flask. The resulting mixture was heated under vigorous stirring at 90°C for 24 hours for the reaction. Upon completion of the reaction, the mixture was cooled to room temperature and deionized water (120 mL) was added to quench the reaction. The resulting black precipitate was collected by filtration and washed three times with deionized water and finally dried under vacuum to afford the target product 1,3,5-benzotriboronic acid tripinacol ester in 98% yield.
References
[1] Journal of the American Chemical Society, 2015, vol. 137, # 7, p. 2641 - 2650
[2] Patent: WO2015/157239, 2015, A1. Location in patent: Paragraph 00121; 00122
[3] Patent: US2011/196158, 2011, A1. Location in patent: Page/Page column 7; 8
[4] Journal of Polymer Science, Part A: Polymer Chemistry, 2010, vol. 48, # 15, p. 3431 - 3439
[5] Patent: CN103396355, 2016, B. Location in patent: Paragraph 0062-0064
